Novel tunable CuX2-mediated cyclization reaction of cyclopropylideneacetic acids and esters for the facile synthesis of 4-halomethyl-2(5H)-furanones and 4-halo-5,6-dihydro-2H-pyran-2-ones

被引：62

作者：

Huang, X

Zhou, HW

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Oganomet Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 25期

关键词：

D O I：

10.1021/ol026911q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A mixture of cyclopropylideneacetic acids (or esters) and CuBr2 (or Cul/l(2)) in aqueous acetonitrile afforded 4-substituted 2(5H)-furanones or 3,4-substituted 5,6-dihydro-2H-pyran-2-ones in moderate to good yields. The selectivity of the reaction greatly depended on the reaction temperature.

引用

页码：4419 / 4422

页数：4

共 36 条

[31] Ring opening in the palladium-catalyzed hydrocarbonation of methylenecyclopropanes with pronucleophiles [J].